How To Founder

How To Founder

Founders are pioneers of economic prosperity. We equip them for the journey. Think you know the real story of entrepreneurship? Think again. "How to Founder" dives headfirst into the messy, often unspoken realities of building a business. We're not here for the typical success stories; we're challenging conventional wisdom, tackling tough topics, and giving you the unfiltered truth about what it actually takes to succeed. If you're ready to move beyond the status quo and are looking for a podcast that's as ambitious as you are, subscribe now. It's time to rewrite the rules and build your own

Episodes

December 9, 2025 38 mins

What if the most unethical thing you do in sales is refuse to apply pressure?

Most founders avoid psychological triggers in sales because they feel manipulative. The result? Prospects drown in information, freeze in indecision, and walk away from solutions they genuinely need. The discomfort founders avoid creating is often the service prospects desperately require.

In this episode, Wes Schaeffer, known as "The Sales Whisperer,&...

Mark as Played

What transforms a lone visionary into the leader of a movement?

In this episode, Chris and Anthony unpack the first follower principle and reveal what early believers are actually buying when they choose to follow you. Spoiler: it's not your product, your pitch, or even your vision. It's the identity upgrade they get from being first.

You'll discover why Infusionsoft's early customers weren't buying software but b...

Mark as Played

Eighty-four percent of B2B sales start with a referral—so why are most founders still waiting for them to happen naturally?

In this episode, Brandon Barnum, CEO of HOA.com and author of Raving Referrals, reveals the system that turns referrals from occasional windfalls into predictable pipeline. Discover why asking for referrals at the beginning of a relationship (not the end) changes everything, how to automate referral requests so...

Mark as Played

What if everything you've been told about burnout is wrong?

In this raw and revealing episode, hosts Anthony Franco, Chris Franks, and Stephanie Hayes dismantle the traditional definition of founder burnout. It’s not just about working too hard—it’s about a dangerous misalignment between your energy and your vision. Discover why "rest" might be the wrong prescription, how the "Practitioner's Paradox" is s...

Mark as Played

What if that "non-dilutive capital" just put your house on the line?

Most founders think equity is their only option, but 73% of businesses seeking financing actually apply for loans. The gap isn't about availability—it's about understanding what you're signing up for. In this episode, we break down SBA loans, personal guarantees, convertible debt, factoring, and the brutal truth about when debt accelerates you...

Mark as Played

Why do some founders get replies from total strangers while your emails get ignored?

Research from Boomerang analyzed five million emails and found messages between fifty and one hundred twenty-five words get the highest response rates. Yet most founders either write novels or fire off three-sentence pitches. When one founder launched his SaaS product, he built his early customer base through cold email by spending thirty minutes re...

Mark as Played

Founders spend an average of fourteen months running a business they know is dying. Why?

In this raw, unfiltered episode, Anthony Franco opens up about the collapse of MC Squares—a company doing four hundred thousand in monthly revenue that imploded after an Amazon glitch tanked sales by fifty percent overnight. Stephanie Hays shares her battle with a zombie company: profitable, stable, loved by customers, but trapped in limbo with ...

Mark as Played

You sold your company. The wire cleared. Six months later, you're more anxious than when you were working 80-hour weeks.

Most founders spend years planning their exit strategy and zero hours planning what happens the day after the deal closes. Tom Freiling led a digital publishing company to NASDAQ, sold it, then launched into his next venture without taking a breath. Looking back, he calls it his biggest mistake. The problem wa...

Mark as Played

Your benefits broker just bought a boat. You paid for it.

Mid-size companies waste an average of eighteen hundred fifty six dollars per employee annually on hidden broker fees their advisors never disclose. These aren't mistakes. They're business models built on your ignorance. When your broker's compensation rises with your costs, fiduciary duty dies. They'll smile, bring donuts to enrollment meetings, and quietly c...

Mark as Played

You bought the expensive firewall. You paid for the certifications. You still wake up wondering if one phishing email could wipe you out.

Most founders throw money at cybersecurity like it's insurance against catastrophe. They stack tools, chase compliance badges, and assume more spending equals more protection. Meanwhile, the three attack vectors responsible for 82% of breaches sit wide open because they're boring to fix an...

Mark as Played

When was the last time you made a business decision before asking what it costs in taxes?

Most founders design their operations first, then call their accountant in March to calculate the damage. They hire in July, buy equipment in November, distribute profits in December, and never consider tax implications until the bill lands. Mike Jesowshek spent a decade watching entrepreneurs bleed five figures annually, not from missing deduc...

Mark as Played

What if that pit in your stomach before a difficult conversation isn't weakness—it's wisdom? Most founders think nervousness before hard talks signals they're unprepared. The reality? Zero anxiety means you're about to be too harsh or unclear. That discomfort is your nervous system telling you the stakes are real and the relationship matters. In this episode, we break down why calibrating your emotional state—findin...

Mark as Played

Why do the processes you create end up ignored? You document workflows, create templates, build systems—and then nobody uses them. The problem isn't discipline. It's design.


Most founders treat processes like chores instead of products. They skip user research (who's actually using this?), ignore usability (can someone follow this under pressure?), and never iterate. Colin Gray turned this around by building The Podc...

Mark as Played

What if everything you know about authentic leadership is wrong?

In this eye-opening episode, we sit down with executive coach Andrew Poles, a 3x founder who's guided over 10,000 leaders worldwide. Discover why the "authentic you" who got you here won't get you there, how elite founders rehearse their leadership character like actors prep for Broadway, and the exact moments you need to perform confidence you don...

Mark as Played

What if the moment you finally exhale is the moment your business starts to die?

This raw, unfiltered conversation between Chris Franks, Anthony Franco, and Stephanie Hays tackles the uncomfortable truth most founders avoid: success breeds complacency, and complacency breeds failure. They dissect why seventy-three percent of midsize companies plateau within three years of hitting profitability, explore the addictive nature of startu...

Mark as Played

Ever wonder if you're the bottleneck in your own business?

According to MIT Sloan Management Review, fifty-eight percent of executives admit their leadership approach hasn't evolved with their organization's growth stage. What worked brilliantly at five employees creates chaos at fifty. In this revealing episode, we sit down with Dr. Christiane Schroeter—TEDx speaker, top one percent podcaster, and leadership coach with ...

Mark as Played

Your obsession with flawless execution might be the very thing holding your company back.

Most founders rise to leadership because they're exceptional operators—they solve problems faster, think deeper, and deliver better than anyone else. But here's the uncomfortable truth: those same skills that made you invaluable as an individual contributor actively work against you as a leader. In this episode, Andrew Poles, three-time...

Mark as Played

Are you about to waste six months pitching investors who'll never bite?

Most founders confuse hope with readiness—they chase funding before the metrics prove they deserve it. The gap between "we should raise" and "we're ready to raise" costs founders equity, momentum, and credibility. This episode breaks down the exact signals that separate wishful thinking from genuine round readiness.

Drawing on insights...

Mark as Played

What if the key to survival isn't cutting costs—it's spending smarter?

Most founders facing a cash crunch default to slash-and-burn mode, gutting their teams and operations in a panic. But CB Insights reveals that thirty-eight percent of failed startups died not from spending too much, but from cutting the wrong things at the wrong time. When DataVox CEO Pete Caputa faced six months of runway, he did the unthinkable: he doub...

Mark as Played

What if chasing the latest software stack is sabotaging your business?

In this revealing episode, we sit down with Lucas Erb, founder of AIExperts.com and former Deloitte consultant, who challenges everything founders think they know about technology decisions. Discover why enterprises waste 38% of their IT budgets on redundant software, how Shopify's "boring" technology choice saved years of migration pain, and why yo...

Mark as Played

Popular Podcasts

    If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

    My Favorite Murder with Karen Kilgariff and Georgia Hardstark

    My Favorite Murder is a true crime comedy podcast hosted by Karen Kilgariff and Georgia Hardstark. Each week, Karen and Georgia share compelling true crimes and hometown stories from friends and listeners. Since MFM launched in January of 2016, Karen and Georgia have shared their lifelong interest in true crime and have covered stories of infamous serial killers like the Night Stalker, mysterious cold cases, captivating cults, incredible survivor stories and important events from history like the Tulsa race massacre of 1921. My Favorite Murder is part of the Exactly Right podcast network that provides a platform for bold, creative voices to bring to life provocative, entertaining and relatable stories for audiences everywhere. The Exactly Right roster of podcasts covers a variety of topics including historic true crime, comedic interviews and news, science, pop culture and more. Podcasts on the network include Buried Bones with Kate Winkler Dawson and Paul Holes, That's Messed Up: An SVU Podcast, This Podcast Will Kill You, Bananas and more.

    Dateline NBC

    Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

    The Breakfast Club

    The World's Most Dangerous Morning Show, The Breakfast Club, With DJ Envy, Jess Hilarious, And Charlamagne Tha God!

    The Joe Rogan Experience

    The official podcast of comedian Joe Rogan.

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.